Real Estate Investment Properties for Sale in Longwood, FL
Looking for investment property in Longwood, FL with high ROI ?
Explore a variety of short-term homes & houses in Longwood, FL. Invest wisely with VRBO & Longwood, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Longwood, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
2261 CHARLOTTE DriveLongwood, FLFully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 ... |
3 beds | 3 baths | 2,202 sq.ft. |
$599,990 |
Airbnb cash on cash: 2.23%
|
165 DUNCAN TrailLongwood, FLWelcome to this spacious and beautifully maintained family home in the highly desirable We... |
4 beds | 3 baths | 2,322 sq.ft. |
$569,000 |
Airbnb cash on cash: 3.9%
|
421 MEADOWRIDGE CoveLongwood, FLWelcome to this beautiful 4 bedroom 2 1/2 bath 2 STORY home in the exclusive gated communi... |
4 beds | 3 baths | 3,048 sq.ft. |
$630,000 |
Airbnb cash on cash: 2.33%
|
2143 BLUE IRIS PlaceLongwood, FLMAJOR PRICE ADJUSTMENT + $5,000 SELLER CREDIT! Use your $5K credit toward appliances, rate... |
4 beds | 3 baths | 2,772 sq.ft. |
$749,900 |
Airbnb cash on cash: 2.06%
|
148 WISTERIA DriveLongwood, FLWelcome to The Springs, one of Central Florida's most sought-after guard-gated communities... |
4 beds | 3 baths | 2,662 sq.ft. |
$698,800 |
Airbnb cash on cash: 2.42%
|
2260 W CLASSIC COURTLongwood, FLLAKE BRANTLEY CORNER LOT! Welcome to lakefront living at its finest! Set on over 3/4 acre,... |
5 beds | 3 baths | 3,643 sq.ft. |
$1,500,000 |
Airbnb cash on cash: 4.18%
|
106 HIDDEN OAK DriveLongwood, FLTucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2... |
3 beds | 2 baths | 2,127 sq.ft. |
$439,900 |
Airbnb cash on cash: 3.15%
|
1591 KENLYN DriveLongwood, FLWelcome home to this beautifully updated **3-bedroom, 2-bathroom** POOL home offering **ju... |
3 beds | 2 baths | 1,689 sq.ft. |
$460,000 |
Airbnb cash on cash: 3.23%
|
1715 SUNSET DriveLongwood, FLVirtually Staged. Welcome to this inviting single-story home in Longwood, offering a brigh... |
3 beds | 2 baths | 1,344 sq.ft. |
$312,500 |
Airbnb cash on cash: 5.62%
|
442 HOMER AvenueLongwood, FLVirtually Staged. WELCOME HOME TO THIS SPACIOUS 4-BEDROOM, 2-BATH POOL HOME OFFERING THE P... |
4 beds | 2 baths | 2,763 sq.ft. |
$599,900 |
Airbnb cash on cash: 3.45%
|
1341 S RIDGE LAKE CircleLongwood, FL**This house comes with a REDUCED RATE through the seller's preferred lender. This is a le... |
4 beds | 2 baths | 1,971 sq.ft. |
$474,900 |
Airbnb cash on cash: 4.55%
|
2214 Earleaf CourtLongwood, FLThis stunning 4-bedroom, 3-bathroom, 1 office, and 1 loft home is nestled in a highly soug... |
4 beds | 3 baths | 3,955 sq.ft. |
$1,425,000 |
Airbnb cash on cash: 0.26%
|
1025 BUCKSAW PlaceLongwood, FLShort Sale. Short Sale - Opportunity awaits! This home has been winterized and is ready fo... |
3 beds | 3 baths | 2,289 sq.ft. |
$419,000 |
Airbnb cash on cash: 2.91%
|
2040 E TRIANGLE DriveLongwood, FLBeautiful opportunity in the highly desirable Longwood area, perfectly located just minute... |
3 beds | 2 baths | 1,283 sq.ft. |
$340,000 |
Airbnb cash on cash: 4.82%
|
1889 RANCHLAND TrailLongwood, FLWelcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated ... |
4 beds | 3 baths | 2,333 sq.ft. |
$949,900 |
Airbnb cash on cash: 1.7%
|
210 BANBURY CourtLongwood, FLBack on the Market. New Improved Price!! Your new pool home in the desirable Wekiva Hills ... |
4 beds | 2 baths | 2,720 sq.ft. |
$410,000 |
Airbnb cash on cash: 6.51%
|
1954 ELKHORN CourtLongwood, FLWelcome to this exceptional residence in the prestigious gated community of Hidden Cove, w... |
4 beds | 4 baths | 3,009 sq.ft. |
$774,900 |
Airbnb cash on cash: 2.18%
|
880 Seminole AvenueLongwood, FLWelcome to this spacious 3-bedroom, 1.5 bath pool home in Longwood, FL, offering comfortab... |
3 beds | 2 baths | 1,431 sq.ft. |
$388,000 |
Airbnb cash on cash: 4.06%
|
305 SWEETWATER CLUB CircleLongwood, FLWelcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted S... |
5 beds | 6 baths | 4,975 sq.ft. |
$1,388,000 |
Airbnb cash on cash: 4.63%
|
203 CROWN OAKS Way #203Longwood, FLWELCOME TO THE SPRINGS - WHERE HOME FEELS LIKE A LIFESTYLE. Some communities offer ameniti... |
2 beds | 2 baths | 1,119 sq.ft. |
$130,000 |
Airbnb cash on cash: -7.4%
|
101 CHERRY HILL CircleLongwood, FLThis 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. R... |
4 beds | 3 baths | 2,359 sq.ft. |
$699,000 |
Airbnb cash on cash: 2.6%
|
2083 BILTMORE PointLongwood, FLShort Sale. Short-sale opportunity on 1.71 acres in one of Longwood's most desirable conse... |
5 beds | 4 baths | 4,688 sq.ft. |
$1,100,000 |
Airbnb cash on cash: 5.93%
|
572 LAKE WILDMERE CoveLongwood, FLHere is your opportunity to own a true Turn Key Investment property.This almost new townho... |
4 beds | 5 baths | 2,294 sq.ft. |
$455,000 |
Airbnb cash on cash: 3.6%
|
284 ISLAND SOUND CourtLongwood, FLNEW PRICE-NOW OFFERED AT $759,900. Discover refined single-story living in The Retreat at ... |
4 beds | 3 baths | 2,692 sq.ft. |
$759,900 |
Airbnb cash on cash: 2.03%
|
128 WOODMILL RoadLongwood, FLVirtually Staged. **The Springs Lifestyle. The Privacy of a RARE FREESTANDING HOME.** Some... |
4 beds | 3 baths | 2,590 sq.ft. |
$965,150 |
Airbnb cash on cash: 1.41%
|
2538 LONG IRON CourtLongwood, FLWelcome to effortless Florida living in the highly sought-after Sabal Green at Sabal Point... |
3 beds | 2 baths | 1,948 sq.ft. |
$495,000 |
Airbnb cash on cash: 2.69%
|
901 CUTLER RoadLongwood, FLPull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the... |
3 beds | 2 baths | 2,226 sq.ft. |
$520,000 |
Airbnb cash on cash: 2.32%
|
302 SAND TRAP Cove #302Longwood, FLVirtually Staged. Welcome to 302 Sand Trap Cove, a charming one-story villa located in the... |
3 beds | 2 baths | 1,648 sq.ft. |
$279,000 |
Airbnb cash on cash: 6.3%
|
710 East CourtLongwood, FLWelcome to this well-maintained property located in the heart of Longwood! This home offer... |
4 beds | 2 baths | 1,533 sq.ft. |
$330,000 |
Airbnb cash on cash: 7.56%
|
672 MOSSY BRANCH CourtLongwood, FLCompletely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, ... |
4 beds | 3 baths | 3,924 sq.ft. |
$775,000 |
Airbnb cash on cash: 2.45%
|
1126 BROWNSHIRE CourtLongwood, FLThis majestic estate is a true masterpiece of elegance and timeless architecture, graceful... |
5 beds | 7 baths | 8,100 sq.ft. |
$2,593,000 |
Airbnb cash on cash: 1.99%
|
7102 OLYMPIA Court #7102Longwood, FLWelcome home! NEW PRICE! AND DON'T MISS THIS FACT: FURNITURE INCLUDED! This beautifully re... |
2 beds | 3 baths | 1,365 sq.ft. |
$255,000 |
Airbnb cash on cash: 1.87%
|
737 E CHURCH AvenueLongwood, FLIncome-producing duplex ideally located in the heart of Longwood near US Hwy 17-92 and SR-... |
4 beds | 4 baths | 2,542 sq.ft. |
$399,900 |
Airbnb cash on cash: 0.07%
|
204 BLUE LAKE DriveLongwood, FLVirtually Staged. PRICE REDUCTION! This 4 bedroom, 3.5 bathroom pool home is the kind of h... |
4 beds | 4 baths | 2,914 sq.ft. |
$699,000 |
Airbnb cash on cash: 2.97%
|
519 STANTON PlaceLongwood, FLVirtually Staged. Discover the charm of this inviting one-story townhome tucked away on a ... |
2 beds | 2 baths | 1,289 sq.ft. |
$275,000 |
Airbnb cash on cash: -0.88%
|
Real Estate investment in Longwood, FL
There are 124 properties for sale in the city of Longwood . The median list price in Longwood is $369,779 and the average price per square foot is $173. In September 2026, the average monthly cash on cash return in Longwood is 4.00%. The average monthly rental income in Longwood is $2,416.